**Section 9: Propose Reagents for Organic Reactions****Problem 9.5:****Objective:** Propose reagents for the following transformation.**Reaction Description:**The reaction involves the conversion of a cyclopentyl alkyne into a 1-cyclopentylethene. The starting material is a five-membered ring (cyclopentane) attached to a carbon-carbon triple bond (alkyne). The product is a five-membered ring attached to a carbon-carbon double bond (alkene).**Diagram Explanation:**- **Starting Compound:** The molecule on the left is a cyclopentyl alkyne with a five-membered ring and a triple bond extending from it.- **Product Compound:** The molecule on the right is a cyclopentyl alkene with a five-membered ring and a double bond terminating in an ethene fragment. To achieve this transformation, the alkyne must be partially reduced to a trans-alkene using appropriate reagents. Possible reagents include Lindlar's catalyst (for syn-addition) to achieve the desired transformation selectively.**Considerations:**- The choice of reagent is crucial to control the stereochemistry of the alkene product.- Selective hydrogenation methods are important for retaining specific functionalities in the presence of the alkyne.

We have to propose reagents for the given conversion from alkyne to trans alkene.

Answered: 9.5 Propose reagents for the following…

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9.5 Propose reagents for the following reaction. =

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

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Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

**Section 9: Propose Reagents for Organic Reactions**

**Problem 9.5:**

**Objective:** Propose reagents for the following transformation.

**Reaction Description:**

The reaction involves the conversion of a cyclopentyl alkyne into a 1-cyclopentylethene. The starting material is a five-membered ring (cyclopentane) attached to a carbon-carbon triple bond (alkyne). The product is a five-membered ring attached to a carbon-carbon double bond (alkene).

**Diagram Explanation:**

- **Starting Compound:** The molecule on the left is a cyclopentyl alkyne with a five-membered ring and a triple bond extending from it.
- **Product Compound:** The molecule on the right is a cyclopentyl alkene with a five-membered ring and a double bond terminating in an ethene fragment.

To achieve this transformation, the alkyne must be partially reduced to a trans-alkene using appropriate reagents. Possible reagents include Lindlar's catalyst (for syn-addition) to achieve the desired transformation selectively.

**Considerations:**
- The choice of reagent is crucial to control the stereochemistry of the alkene product.
- Selective hydrogenation methods are important for retaining specific functionalities in the presence of the alkyne.

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